1192-16-1

Basic information

• Product Name: 2,3-dihydrothiophene 1,1-dioxide
• Synonyms: 2-Sulfolene
• CAS NO: 1192-16-1
• Molecular Formula: C₄H₆O₂S
• Molecular Weight: 118.16
• Mol File: 1192-16-1.mol
• Article Data: 14

Chemical Properties

• Melting Point: 48.5-49.5 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• Boiling Point: 306.5°Cat760mmHg
• Flash Point: 196.3°C
• Appearance: /
• Density: 1.333g/cm³
• Vapor Pressure: 0.00139mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: 2,3-dihydrothiophene 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydrothiophene 1,1-dioxide(1192-16-1)
• EPA Substance Registry System: 2,3-dihydrothiophene 1,1-dioxide(1192-16-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 1192-16-1(Hazardous Substances Data)

Usage

Uses

2,3-Dihydrothiophene 1,1-Dioxide is a solvent; used in method of manufacturing lithium-air batteries provided with nitrogen-doped carbon electrodes and lithium-air batteries using thereof.

InChI:InChI=1/C4H6O2S/c5-7(6)3-1-2-4-7/h1,3H,2,4H2

Upstream product

• 77-79-2 3-Sulfolene 
• 53336-42-8 3-bromo-2,3-dihydro-thiophene-1,1-dioxide 
• 865-48-5 sodium t-butanolate 
• 75-65-0 tert-butyl alcohol 
• 14008-53-8 3-bromotetrahydrothiophene 1,1-dioxide 
• 76924-21-5 Carbonic acid 1,1-dioxo-tetrahydro-1λ⁶-thiophen-3-yl ester phenyl ester 
• 76924-18-0 1,1-dioxo-3-thiolanyl butylcarbamate 
• 76924-20-4 1,1-dioxidotetrahydrothiophen-3-yl methyl carbonate 
• 76924-19-1 1,1-dioxo-3-thiolanyl phenylcarbamate 
• 14852-21-2 2,3-dihydrothiophene-1-oxide 
• 74-88-4 methyl iodide 
• 355-80-6 2,2,3,3,4,4,5,5-octafluoropentan-1-ol 
• 1120-59-8 2,3-dihydrothiophene 

Downstream Products

• 1320326-66-6 5-benzylhexahydro-2H-thieno[2,3-c]pyrrole 1,1-dioxide 
• 1320326-66-6 C₁₃H₁₇NO₂S 
• 58903-81-4 N-2-(1-hydroxy)ethyl-3-tetrahydrothiopheneamine-1,1-dioxide 
• 19945-61-0 (E)-4,8-dimethylnona-1,3,7-triene 
• 106-99-0 buta-1,3-diene 
• 74421-30-0 (3aβ,3bα,6aα,6bβ)-octahydro-cyclobuta<1,2-b:3,4-b'>dithiophene-1,1,4,4-tetraoxide 
• 74421-29-7 (3aα,3bβ,6aβ,6bα)-octahydro-cyclobuta<1,2-b:4,3-b'>dithiophene-1,1,6,6-tetraoxide 
• 123633-42-1 3(3'-sulfolanyl)-2-sulfolene-1,1,1',1'-tetraoxide 
• 126-33-0 sulfolane 
• 86598-00-7 3,8b-Diphenyl-6,7,8a,8b-tetrahydro-5aH-thieno[2',3':4,5]isoxazolo[2,3-d][1,2,4]oxadiazole 8,8-dioxide 
• 86598-01-8 3-Phenyl-3a,4,5,6a-tetrahydro-thieno[3,2-d]isoxazole 6,6-dioxide 
• 86597-99-1 3-Phenyl-3a,5,6,6a-tetrahydro-thieno[2,3-d]isoxazole 4,4-dioxide 
• 86598-05-2 3-(2,4,6-Trimethyl-phenyl)-3a,4,5,6a-tetrahydro-thieno[3,2-d]isoxazole 6,6-dioxide 
• 86598-04-1 3-(2,4,6-Trimethyl-phenyl)-3a,5,6,6a-tetrahydro-thieno[2,3-d]isoxazole 4,4-dioxide 

Relevant articles and documents

3,5-Dihydro-2H-thieno[2,3-c]pyrrole 1,1-dioxide - A new simple pyrrole unit. Preliminary communication

2,3-Dihydrothiophene 1,1-dioxide ('2-sulfolene') reacted with tosylmethyl isocyanide (TsMIC) in the presence of a base to give the hitherto unknown 3,5-dihydro-2H-thieno[2,3-c]pyrrole 1,1-dioxide ('β′- sulfolenopyrrole') from the expected cyclocondensation. A serendipitous formation of this β′-sulfolenopyrrole was found earlier, when we investigated synthetic routes to a 3,5-dihydro-1H-thieno[ 3,4-c]pyrrole 2,2-dioxide (a 'β″-sulfolenopyrrole') from TsMIC and 2,5-dihydrothiophene 1,1-dioxide ('3-sulfolene'). Here, we present the synthesis and characterization of β′-sulfolenopyrrole. The X-ray crystal-structure analyses of β′-sulfolenopyrrole and the isomeric β″-sulfolenopyrrole are also reported here. This β′- sulfolenopyrrole is a new type of a functionalized pyrrole, which is likely to be of interest for pharmaceutical purposes.

Rhodium-catalyzed asymmetric arylation of allyl sulfones under the conditions of isomerization into alkenyl sulfones

The reaction of 3-sulfolene with arylboronic acids in the presence of a chiral diene-rhodium catalyst under highly basic conditions (10 equiv of KOH) gave high yields of 3-arylsulfolanes with high enantioselectivity, where 3-sulfolene is in equilibration

Double bond migration in S-allyl systems catalysed by [RuC1H(CO)(PPh3)3]

Reactions of S-allyl systems (allyl sulphides of R-S-allyl type, where R = Et, allyl, Ph, Me3C, Ph3C, as well as of allyl phenyl sulphoxide, allyl phenyl sulphone, 2,5-dihydro-1,1-dioxothiophene) with [RuClH(CO) (PPh3)sub